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My wife and I have traveled many miles cross country with our 29 Phaeton and hope to travel many more in our almost finished, still being tested, 31 S/W Town Sedan.
The best one to take is always the one that will get you there and then home without issues. So what Brent said. Take one you have rebuilt, know, trust and are able to repair as you go along.
Do the best job you can preparing for the trip (safety first...good lights/signals, brakes) and then, just go and take it easy along the way so you don't break it.
As far as getting wet...we do get wet in our Phaeton but it dries when the rain stops. It's all part of the adventure and in some instances, it is the adventure. I have said to my wife while reminiscing: "Remember the time we got caught in the down-pour in Kentucky without the side curtains installed? We both have a good laugh.
Have fun. Be safe!
Good Day!